4-[(2S,3S)-3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-2-yl]phenyl acetate

• ChemBase ID: 166374
• Molecular Formular: C23H26N2O5S
• Molecular Mass: 442.52794
• Monoisotopic Mass: 442.15624294
• SMILES: c1(ccc(cc1)[C@H]1[C@H](C(=O)N(c2c(S1)cccc2)CCN(C)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CN(CCN1C(=O)[C@H](OC(=O)C)[C@@H](Sc2c1cccc2)c1ccc(cc1)OC(=O)C)C
• InChI: InChI=1S/C23H26N2O5S/c1-15(26)29-18-11-9-17(10-12-18)22-21(30-16(2)27)23(28)25(14-13-24(3)4)19-7-5-6-8-20(19)31-22/h5-12,21-22H,13-14H2,1-4H3/t21-,22+/m1/s1
• InChIKey: XNHIWNXIIJPWLD-YADHBBJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2S,3S)-3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-2-yl]phenyl acetate
• IUPAC Traditional name: 4-[(2S,3S)-3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-4-oxo-2,3-dihydro-1,5-benzothiazepin-2-yl]phenyl acetate
• Synonyms: (2S,3S)-3-(Acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-acetyloxyphenyl)-1,5-benzothiazepin-4(5H)-one; (2S-cis)-3-(Acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-acetyloxyphenyl)-1,5-benzothiazepin-4(5H)-one; 4'-O-Desmethyl 4'-O-Acetyl Diltiazem

Database IDs

• PubChem SID: 162260507
• PubChem CID: 71315709

CALCULATED PROPERTIES

• Acid pKa: 12.860752
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.12360976
• LogD (pH = 7.4): 1.6503513
• Log P: 2.4921842
• Molar Refractivity: 119.0355 cm^3
• Polarizability: 46.739147 Å^3
• Polar Surface Area: 76.15 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Foam

DETAILS

Toronto Research Chemicals - D290705

Intermediate in the preparation of Diltiazem metabolites.